HCID 89668761, compound → HCID 69049094, compound

HRID 1482378Notes

Reaction equation

HRID 1482378 reaction equation
C(OC([NH:8][C@@H:9]([CH2:16][C:17]1[CH:22]=[CH:21][C:20]([I:23])=[CH:19][CH:18]=1)[C:10]([O:12][CH2:13][C:14]#[N:15])=[O:11])=O)(C)(C)C>C(OCC)C>[NH2:8][C@@H:9]([CH2:16][C:17]1[CH:18]=[CH:19][C:20]([I:23])=[CH:21][CH:22]=1)[C:10]([O:12][CH2:13][C:14]#[N:15])=[O:11]

Participants

3

Reactant 1

HCID 89668761HCID 89668761, compound2×

Product 1

HCID 69049094HCID 69049094, compoundYield 95.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

(S)-Cyanomethyl 2-((tert-butoxycarbonyl)amino)-3-(4-iodophenyl)propanoate (Compound 91) (0.89 g, 2.07 mmol) was dissolved in diethyl ether (20.0 ml). The solution was bubbled with hydrochloric acid gas and then stirred at room temperature for 2 hours. The solid in the reaction solution was filtered off and dried under reduced pressure to afford (S)-cyanomethyl 2-amino-3-(4-iodophenyl)propanoate (0.65 g, 86%).

Workup

  1. customThe solution was bubbled with hydrochloric acid gas
  2. filtrationThe solid in the reaction solution was filtered off
  3. customdried under reduced pressure

Sources & evidence

ORD record
ord-756e39ec1b1d4b288c17181998449b41
Source dataset
uspto-grants-2016_08
Patent number
US09409952B2

Reaction notes

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